2-Chlorophenol

2-Chlorophenol or ortho-chlorophenol is an organic compound with the formula C6H4Cl(OH). It is one of three isomeric monochloride derivatives of phenol. As from occasional use as a disinfectant, it has few applications. It is an intermediate in the polychlorination of phenol.[6] 2-Chlorophenol is a colorless liquid, although commercial samples are often yellow or amber-colored. It has an unpleasant, penetrating (carbolic) odor. It is poorly soluble in water.

2-Chlorophenol[1][2][3][4]
2-Chlorophenol
2-Chlorophenol
Names
Preferred IUPAC name
2-Chlorophenol[5]
Other names
o-Chlorophenol
ortho-Chlorophenol
2-Hydroxychlorobenzene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.213
KEGG
UNII
Properties
C6H5ClO
Molar mass 128.56 g·mol−1
Appearance colorless liquid
Density 1.2634 g/cm3 at 20 °C
Melting point 9.4 °C (48.9 °F; 282.5 K)
Boiling point 174.9 °C (346.8 °F; 448.0 K)
20 g/L at 20 °C
Solubility Soluble in ethanol, diethyl ether, benzene
Vapor pressure 0.308 kPa
Acidity (pKa) 8.56
-77.4·10−6 cm3/mol
Thermochemistry
1.468 J·g−1·K−1
Hazards
Main hazards Corrosive - causes burns
Safety data sheet MSDS
Flash point 64 °C (147 °F; 337 K)
550 °C (1,022 °F; 823 K)
Related compounds
benzene
phenol
chlorobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–120, ISBN 0-8493-0594-2
  2. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, p. 1281, ISBN 0-8493-0594-2
  3. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 8–103, ISBN 0-8493-0594-2
  4. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 15–18, ISBN 0-8493-0594-2
  5. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 690. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. Only one name is retained, phenol, for C6H5-OH, both as a preferred name and for general nomenclature. The structure is substitutable at any position. Locants 2, 3, and 4 are recommended, not o, m, and p.
  6. Fiege, H.; Voges, H.-M.; Hamamoto, T; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H.-J.; Garbe, D. (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.
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